3,5-Dibromophenol

74137-36-3

626-41-5

General procedure for the synthesis of 3,5-dibromophenol from 3,5-dibromoanisole: 3,5-dibromoanisole (15.57 g, 58.5 mmol) and tetrabutylammonium bromide (1.0 g, 3.1 mmol) were suspended in 48% hydrobromic acid solution (100 mL), and heated to reflux for 3 days. After the reaction was completed, it was cooled to room temperature and the reaction mixture was extracted with dichloromethane (3 x 60 mL). The organic layers were combined, washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (eluent: ethyl acetate/heptane, 10:1, v/v). After removal of the solvent, 14.23 g (97% yield) of 3,5-dibromophenol was obtained as light brown needle-like crystals.